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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Moonlight Paradise Upgraded Family oasis Tropical
2 bedrooms, 3 beds, 2 private bathrooms
16–21 Aug
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4.87 out of 5 average rating, 138 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
New place to stay, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 3 bathrooms
12–17 Jul
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 554 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4.9 out of 5 average rating, 244 reviews, 4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.88 out of 5 average rating, 176 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Top guest favourite
Home in Key West
Another Day in Paradise
4.95 out of 5 average rating, 60 reviews, 3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.89 out of 5 average rating, 178 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Jul
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
12–17 Jul
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
4.87 out of 5 average rating, 586 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4.9 out of 5 average rating, 256 reviews, 4 bedrooms, 11 beds, 4 bathrooms
19–24 Jul
Guest favourite
Home in Key West
Paradise found
4.94 out of 5 average rating, 148 reviews, 3 bedrooms, 4 beds, 3 bathrooms
26–31 Aug
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4.91 out of 5 average rating, 208 reviews, 4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Home in Key West
Poolside Paradise/3bed, 2.5 bath/Pvt. Pool and Spa
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–8 Aug